Philipsburg Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Where to stay in Philipsburg
Find the best Philipsburg areas and neighborhoods for the activities you enjoy most. Learn more about Philipsburg
Downtown Philipsburg
3 out of top 10 points of interest in this area
While visiting Downtown Philipsburg, you might make a stop by sights like Great Bay Beach and Front Street District.
Indigo Bay
While Indigo Bay isn't home to many top sights, Little Bay Beach and Indigo Beach are some notable places to visit nearby.
Point Blanche
1 out of top 10 points of interest in this area
While visiting Point Blanche, you might make a stop by sights like Port of St. Maarten and Harbour Point Village.
Belair
While Belair isn't home to many top sights, Little Bay Beach and Great Bay Beach are some notable places to visit nearby.
Sucker Garden
Sucker Garden might not have many top sights, but Guana Bay Beach and Dawn Beach are two attractions nearby that you can check out.
Find the Best Philipsburg Vacation Packages
Philipsburg Beach Vacation
There's nothing like a Philipsburg vacation to put a bounce in your step. The soothing rhythm of rolling waves and the smell of salty air are sure to rejuvenate your mind and body. To be near the city center on your trip to Philipsburg, base yourself around Little Bay Beach (2 kilometers away). If you're going to stick around a while, consider booking one of our Philipsburg vacation deals. Not only can you save cash, you'll also have other beautiful beaches around you to explore, like Guana Bay Beach and Indigo Beach. We call that a win-win!
Things You Should Know About Philipsburg
- Doze off to the calming sounds of the sea in one of our Philipsburg beach hotels. Nothing beats staying close to the ocean.
- Philipsburg also has a decent selection of villas. The Paradise Inn and Oceans at Divi Little Bay are a hit with travelers and are worth taking a look at.
- Around 1,400 people reside in Philipsburg. If you want suggestions about things to see and do, why not start a conversation with one or two of the locals? Our Philipsburg things to do page is also a handy source of information.
- Once you've made some great savings by booking a Philipsburg vacation package, you can splurge on unforgettable travel experiences. Little Bay Beach, Sint Maarten Park and University of St. Martin are three attractions that should be on your itinerary.
Philipsburg Hotel Deals
Divi Little Bay Beach Resort
Little Bay Road Philipsburg
Fully refundableReserve now, pay when you stay
￥22,602
￥30,952 total
Sep 29 - Sep 30
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"The hotel was situated in a little Bay Area with great snorkeling and great food in the restaurant’s walking distance to Philipsburg you have to go it was great"
Reviewed on Aug 28, 2026
Seaview Beach Hotel
#85C Front Street Philipsburg
Fully refundableReserve now, pay when you stay
￥13,249
￥16,260 total
Sep 29 - Sep 30
includes taxes & fees
Holland House Beach Hotel
Front Street 45 Philipsburg
￥37,692
￥45,231 total
Sep 19 - Sep 20
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Very exciting and fun. Great location, great staff!!"
Reviewed on Aug 28, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Philipsburg attractions
Great Bay Beach
9.0/10 (587 reviews)
This expansive white-sand shoreline stretches along Philipsburg, offering calm turquoise waters and cruise ship views. Enjoy beach time then stroll the adjacent boardwalk for local cuisine and shopping.
Philipsburg Boardwalk
8.8/10 (97 reviews)
This lively 1.5-mile waterfront promenade offers the quintessential Caribbean experience along Great Bay Beach. Savor local cuisine at beachfront restaurants while watching cruise ships dock in the azure waters.
Front Street District
You can search for that perfect souvenir at Front Street District during your trip to Philipsburg.
Guana Bay Beach
9.0/10 (92 reviews)
Guana Bay Beach features pristine Atlantic shorelines and rugged trails away from Sint Maarten's crowds. Surfers ride powerful waves while hikers discover hidden natural pools along the untamed coastline.
Port of St. Maarten
Explore the waterfront in Philipsburg with a trip to Port of St. Maarten.
Little Bay Beach
9.4/10 (366 reviews)
Little Bay Beach enchants with crystal-clear waters and underwater treasures including sunken helicopter parts. Snorkel among green turtles and stingrays, then visit nearby Fort Amsterdam for panoramic island views.
Rainforest Adventures St. Maarten
Plunge down the world's steepest zip line at Rainforest Adventures St. Maarten, reaching thrilling speeds from Sentry Hill. The Soualiga Sky Explorer chairlift rewards with panoramic island views.
Indigo Beach
8.0/10 (23 reviews)
Indigo Beach offers a secluded cove experience with soft white sands between Philipsburg and Simpson Bay. Enjoy gourmet dining at the beachfront restaurant while taking in stunning turquoise water views.
What to do in Philipsburg
Tango Sunset Cruise with Caribbean Dinner & Open Bar
￥13,567
per adult
94% of travellers recommend
High-Speed Ferry to St. Barths
￥12,968
per adult
80% of travellers recommend
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
￥21,571
per adult
90% of travellers recommend
Frequently asked questions
How much does a Philipsburg vacation package cost?
You'll find cheap prices on Expedia for your Philipsburg break. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Philipsburg costs.
What are the cheapest months to go to Philipsburg?
You're likely to find reduced prices and better availability in September, October and November. Explore our cheap Philipsburg vacation packages and you could score some great off-season discounts.
How many days is enough for Philipsburg?
With around 4 days, you'll have enough time to experience popular neighborhoods such as Pelican Key and Upper Prince's Quarter during your Philipsburg vacation. Be sure to also add Sint Maarten Park and Guana Bay Beach to your must-see list. Looking for more adventures? Consider exploring outside of Philipsburg on day trips and tours.
Is it worth booking a vacation package to Philipsburg?
Well known for its shopping and home to leading attractions like Great Bay Beach, a Philipsburg vacation is sure to impress. Another top sight to visit? Don't miss Little Bay Beach.
How to find the best Philipsburg package deals?
Landing a cheap Philipsburg package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Philipsburg package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Philipsburg vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights separately. Better still, you can customize your Philipsburg getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Philipsburg?
Secure incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Philipsburg escape.
How to plan a trip to Philipsburg?
- Choose when to get away: Check your calendar and get packing. Your preferred season and the type of activities on offer will also help you decide when to visit Philipsburg.
- Figure out your budget: Make sure you have enough money to pay for everything from transportation and food to activities and flights. Your accommodations will probably be the biggest expense during your trip to Philipsburg.
- Decide how long to go away for: Now that you know more about Philipsburg, you can figure out the perfect length of your break. Put together a rough itinerary and allocate enough time to cover everything you want to do.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Philipsburg vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
